NP-MRD: Showing NP-Card for (1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate (NP0323541)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 03:01:49 UTC

Updated at

2022-09-12 03:01:50 UTC

NP-MRD ID

NP0323541

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate

Description

Delagoensine belongs to the class of organic compounds known as crinine- and haemanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds with a structure based on the crinine or haemanthamine backbone. Both backbones have a common 5,10b-ethano bridge moiety in their frameworks, which is a very significant taxonomic feature, and the configurations of the 5,10b-ethano bridge are opposite to each other. (1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate is found in Crinum stuhlmannii. Based on a literature review very few articles have been published on Delagoensine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122205012D          

 24 28  0  0  1  0            999 V2000
   -2.3736   -1.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5555   -1.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0543   -2.3525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4204   -0.8292    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1034   -0.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147    0.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158   -0.6165    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5015   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787   -1.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4096   -2.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9400   -2.4496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7627   -2.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -1.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316   -1.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5926   -1.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3492   -0.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449   -0.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9839   -0.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0237   -0.0211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6840   -0.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175   -1.2966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8989   -1.3781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0808   -1.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
  8 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 23 12  1  6  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
  5 24  1  0  0  0  0
M  END

     RDKit          3D

 45 49  0  0  0  0  0  0  0  0999 V2000
    5.3889   -2.3323    0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5602   -1.0978    0.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1407    0.0087    0.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2202   -1.0581    0.5823 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4866    0.1480    0.5579 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8379    0.4809    1.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488    0.5379    1.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    1.0132    0.6460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9661    2.3854    0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0618    2.7042   -0.7779 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6065    4.0176   -0.9853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1119    1.8392   -1.4584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7560    0.7967   -2.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -0.0006   -1.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5338   -0.8408   -1.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3088   -1.5956   -0.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1054   -1.4958    0.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1193   -0.6339    0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427    0.1215    0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0249   -2.3639    0.9749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0463   -2.6498    0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3450   -2.5188   -1.1962 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324    1.3874   -0.4229 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5276    0.1664   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9824   -3.1219    0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3738   -2.0382    0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6461   -2.6695   -0.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187    0.9702    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1718   -0.3008    2.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2170    1.4363    2.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0029    1.1325    2.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0104   -0.5134    2.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9586    2.3707    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2405    3.0523    1.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0605    2.5323   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    4.5941   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0252    0.2325   -2.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3664    1.3004   -3.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6772   -0.9044   -2.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410   -0.6296    1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8917   -1.9451    0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4325   -3.6799    0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089    2.2170   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -0.7650   -0.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463    0.2566   -1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  7  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 17 18  1  0
 18 19  2  0
 12 23  1  0
 23 24  1  0
 24  5  1  0
 19  8  1  0
 23  8  1  0
 19 14  1  0
 22 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  6
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  6
 11 36  1  0
 13 37  1  0
 13 38  1  0
 15 39  1  0
 21 41  1  0
 21 42  1  0
 18 40  1  0
 23 43  1  1
 24 44  1  0
 24 45  1  0
M  END


  Mrv1652309122205012D          

 24 28  0  0  1  0            999 V2000
   -2.3736   -1.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5555   -1.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0543   -2.3525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4204   -0.8292    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1034   -0.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147    0.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158   -0.6165    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5015   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787   -1.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4096   -2.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9400   -2.4496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7627   -2.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -1.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316   -1.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5926   -1.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3492   -0.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449   -0.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9839   -0.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0237   -0.0211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6840   -0.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175   -1.2966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8989   -1.3781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0808   -1.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
  8 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 23 12  1  6  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
  5 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323541

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1CC[C@]23CC(O)N(CC4=CC5=C(OCO5)C=C24)[C@@H]3C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H21NO5/c1-10(20)24-12-2-3-18-7-17(21)19(16(18)5-12)8-11-4-14-15(6-13(11)18)23-9-22-14/h4,6,12,16-17,21H,2-3,5,7-9H2,1H3/t12-,16-,17?,18+/m1/s1

> <INCHI_KEY>
OMAXREMMBFIYGY-DTSVRVBHSA-N

> <FORMULA>
C18H21NO5

> <MOLECULAR_WEIGHT>
331.368

> <EXACT_MASS>
331.14197278

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.50598576087567

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,13R,15R)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0^{1,13}.0^{2,10}.0^{4,8}]nonadeca-2,4(8),9-trien-15-yl acetate

> <JCHEM_LOGP>
1.1558330019999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.552587079058625

> <JCHEM_PKA_STRONGEST_BASIC>
7.640025281940658

> <JCHEM_POLAR_SURFACE_AREA>
68.23

> <JCHEM_REFRACTIVITY>
84.47460000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,13R,15R)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0^{1,13}.0^{2,10}.0^{4,8}]nonadeca-2,4(8),9-trien-15-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.431  -3.367   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.904  -3.168   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.968  -4.391   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.312  -1.746   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.785  -1.548   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.193  -0.126   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   0.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.270  -1.151   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.936  -1.921   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.707  -3.444   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.765  -3.898   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       1.755  -4.573   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.290  -4.457   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.158  -3.184   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.659  -3.527   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.706  -2.398   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.252  -0.926   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.750  -0.584   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.703  -1.713   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.511  -0.039   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.743  -0.963   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.246  -2.420   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.678  -2.573   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.151  -2.771   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   19   23                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14    8                                                  
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   16                                                       
CONECT   23   12    8   24                                                  
CONECT   24   23    5                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₁NO₅

Average Mass

331.3680 Da

Monoisotopic Mass

331.14197 Da

IUPAC Name

(1S,13R,15R)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0^{1,13}.0^{2,10}.0^{4,8}]nonadeca-2,4(8),9-trien-15-yl acetate

Traditional Name

(1S,13R,15R)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0^{1,13}.0^{2,10}.0^{4,8}]nonadeca-2,4(8),9-trien-15-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1CC[C@]23CC(O)N(CC4=CC5=C(OCO5)C=C24)[C@@H]3C1

InChI Identifier

InChI=1S/C18H21NO5/c1-10(20)24-12-2-3-18-7-17(21)19(16(18)5-12)8-11-4-14-15(6-13(11)18)23-9-22-14/h4,6,12,16-17,21H,2-3,5,7-9H2,1H3/t12-,16-,17?,18+/m1/s1

InChI Key

OMAXREMMBFIYGY-DTSVRVBHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Crinum stuhlmannii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as crinine- and haemanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds with a structure based on the crinine or haemanthamine backbone. Both backbones have a common 5,10b-ethano bridge moiety in their frameworks, which is a very significant taxonomic feature, and the configurations of the 5,10b-ethano bridge are opposite to each other.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Amaryllidaceae alkaloids

Sub Class

Crinine- and Haemanthamine-type amaryllidaceae alkaloids

Direct Parent

Crinine- and Haemanthamine-type amaryllidaceae alkaloids

Alternative Parents

Substituents

Hemanthamine/crinine alkaloid skeleton
Phenanthridine
Benzoquinoline
Benzazepine
Tetrahydroisoquinoline
Quinoline
Indole or derivatives
Benzodioxole
Azepine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Hemiaminal
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Alkanolamine
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.16	ChemAxon
pKa (Strongest Acidic)	13.55	ChemAxon
pKa (Strongest Basic)	7.64	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	84.47 m³·mol⁻¹	ChemAxon
Polarizability	34.51 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00028151

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100956097

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate (NP0323541)

MOL for NP0323541 ((1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate)

3D MOL for NP0323541 ((1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate)

3D SDF for NP0323541 ((1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate)

3D-SDF for NP0323541 ((1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate)

PDB for NP0323541 ((1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate)

3D PDB for NP0323541 ((1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate)

SMILES for NP0323541 ((1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate)

INCHI for NP0323541 ((1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate)

Structure for NP0323541 ((1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate)

3D Structure for NP0323541 ((1s,13r,15r)-19-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-trien-15-yl acetate)